ES8204993A1 - Pyranoindole derivative and process for its preparation. - Google Patents
Pyranoindole derivative and process for its preparation.Info
- Publication number
- ES8204993A1 ES8204993A1 ES503405A ES503405A ES8204993A1 ES 8204993 A1 ES8204993 A1 ES 8204993A1 ES 503405 A ES503405 A ES 503405A ES 503405 A ES503405 A ES 503405A ES 8204993 A1 ES8204993 A1 ES 8204993A1
- Authority
- ES
- Spain
- Prior art keywords
- group
- atom
- lower alkyl
- hereinabove
- hydrogen
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- ABPJREHLAYHTHW-UHFFFAOYSA-N pyrano[2,3-g]indole Chemical class O1C=CC=C2C3=NC=CC3=CC=C21 ABPJREHLAYHTHW-UHFFFAOYSA-N 0.000 title abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 6
- 125000004429 atom Chemical group 0.000 abstract 6
- 229910052739 hydrogen Inorganic materials 0.000 abstract 4
- 239000001257 hydrogen Substances 0.000 abstract 4
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 4
- 125000003545 alkoxy group Chemical group 0.000 abstract 3
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- 101150048931 COY1 gene Proteins 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000000539 amino acid group Chemical group 0.000 abstract 1
- 125000006294 amino alkylene group Chemical group 0.000 abstract 1
- MDFFNEOEWAXZRQ-UHFFFAOYSA-N aminyl Chemical compound [NH2] MDFFNEOEWAXZRQ-UHFFFAOYSA-N 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 abstract 1
- WGJAJRYZSGZQNG-UHFFFAOYSA-N pyrano[3,2-f]indole Chemical class C1=COC2=CC3=NC=CC3=CC2=C1 WGJAJRYZSGZQNG-UHFFFAOYSA-N 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000005424 tosyloxy group Chemical group S(=O)(=O)(C1=CC=C(C)C=C1)O* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/22—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/58—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/58—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4
- C07D311/64—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4 with oxygen atoms directly attached in position 8
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
- C07D493/10—Spiro-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pain & Pain Management (AREA)
- Engineering & Computer Science (AREA)
- Rheumatology (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Indole Compounds (AREA)
Abstract
The present invention relates as new industrial product to a derivative of pyrano-indole chosen from the group constituted by: (i) the pyrano[2,3-g]indoles of general formula: < IMAGE > Io in which: X represents a group < IMAGE > (where R is a lower alkyl group, OH, lower alkoxy, tosyloxy, NH2) or >CH-NR'R'' (where R' and R'', which are identical or different, each represent H or a lower alkyl) R1 represents an atom of hydrogen, a lower alkyl group, or COY1 (where Y1 is a lower alkyl group, an amino acid group CH2CH(COOH) NH2 or an aminoalkylene group -(CH2)n-NR'R'' in which n is a whole number between 1 and 4 and R' and R'' are defined as hereinabove) R2 represents an atom of hydrogen, or a COY2 group (where Y2 is OH or lower alkoxy R3 represents an atom of hydrogen, an atom of halogen, a CHO group, lower alkyl, CF3, (CH2)nNR'R'' or CO-CONR'R'' (where n, R' and R'' are defined as hereinabove, and R4 represents an atom of hydrogen, an atom of halogen, an OH group, lower alkyl, lower alkoxy, CF3 or NR'R'' (where R' and R'' are defined as hereinabove) (ii) the pyrano[3,2-f]indoles of general formula: < IMAGE > I'o where X, R1, R2, R3 and R4 are defined as hereinabove and (iii) their acid addition salts. The invention also relates to the process for preparing this derivative and to its application in therapeutics.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8014246A FR2485539A1 (en) | 1980-06-26 | 1980-06-26 | NEW PYRANNO-INDOLE DERIVATIVE, PROCESS FOR PREPARING THE SAME AND THERAPEUTIC APPLICATION THEREOF |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| ES503405A0 ES503405A0 (en) | 1982-05-16 |
| ES8204993A1 true ES8204993A1 (en) | 1982-05-16 |
Family
ID=9243559
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES503405A Expired ES8204993A1 (en) | 1980-06-26 | 1981-06-26 | Pyranoindole derivative and process for its preparation. |
Country Status (8)
| Country | Link |
|---|---|
| US (2) | US4436915A (en) |
| EP (1) | EP0043752B1 (en) |
| JP (1) | JPS5738782A (en) |
| AT (1) | ATE7917T1 (en) |
| DE (1) | DE3164140D1 (en) |
| ES (1) | ES8204993A1 (en) |
| FR (1) | FR2485539A1 (en) |
| GR (1) | GR75709B (en) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2485539A1 (en) * | 1980-06-26 | 1981-12-31 | Sori Soc Rech Ind | NEW PYRANNO-INDOLE DERIVATIVE, PROCESS FOR PREPARING THE SAME AND THERAPEUTIC APPLICATION THEREOF |
| US4769367A (en) * | 1984-04-24 | 1988-09-06 | Glaxo Group Limited | Heterocyclic amino compounds |
| FI84069C (en) * | 1984-04-24 | 1991-10-10 | Glaxo Group Ltd | Process for the preparation of a therapeutically active heterocyclic amine compound |
| GB9326192D0 (en) * | 1993-12-22 | 1994-02-23 | Glaxo Group Ltd | Chemical compounds |
| US7012090B1 (en) | 2000-03-17 | 2006-03-14 | Alcon, Inc. | Pyranoindoles for treating glaucoma |
| EP1268482B1 (en) * | 2000-03-17 | 2003-09-24 | Alcon, Inc. | Pyranoindoles for treating glaucoma |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| HU163443B (en) * | 1970-08-26 | 1973-08-28 | ||
| FR2267777A1 (en) * | 1974-04-18 | 1975-11-14 | Delalande Sa | 1-Phenyl-2-methyl-3-ethoxy carbonyl pyrrolo chromanes - useful as anti-ulcer agents, analgesics, anti-inflammatories, respiratory analeptics and anti-broncho constrictors |
| FR2485539A1 (en) * | 1980-06-26 | 1981-12-31 | Sori Soc Rech Ind | NEW PYRANNO-INDOLE DERIVATIVE, PROCESS FOR PREPARING THE SAME AND THERAPEUTIC APPLICATION THEREOF |
-
1980
- 1980-06-26 FR FR8014246A patent/FR2485539A1/en active Granted
-
1981
- 1981-06-23 AT AT81401010T patent/ATE7917T1/en not_active IP Right Cessation
- 1981-06-23 EP EP81401010A patent/EP0043752B1/en not_active Expired
- 1981-06-23 DE DE8181401010T patent/DE3164140D1/en not_active Expired
- 1981-06-23 US US06/276,643 patent/US4436915A/en not_active Expired - Fee Related
- 1981-06-24 GR GR65327A patent/GR75709B/el unknown
- 1981-06-26 JP JP10037981A patent/JPS5738782A/en active Pending
- 1981-06-26 ES ES503405A patent/ES8204993A1/en not_active Expired
-
1984
- 1984-03-12 US US06/588,566 patent/US4680411A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| EP0043752A1 (en) | 1982-01-13 |
| US4680411A (en) | 1987-07-14 |
| FR2485539B1 (en) | 1983-07-29 |
| ES503405A0 (en) | 1982-05-16 |
| EP0043752B1 (en) | 1984-06-13 |
| DE3164140D1 (en) | 1984-07-19 |
| JPS5738782A (en) | 1982-03-03 |
| FR2485539A1 (en) | 1981-12-31 |
| ATE7917T1 (en) | 1984-06-15 |
| US4436915A (en) | 1984-03-13 |
| GR75709B (en) | 1984-08-02 |
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